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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879450Generated: November 1, 2026

Methanol → N-Isopropyl 4-bromo-2-nitroaniline

https://huagongshe.com/reaction/1879450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantIsopropylamineHCID 6363—
Reactant4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-Isopropyl 4-bromo-2-nitroanilineHCID 2759489—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred, cold (0° C.) solution of 4-bromo-1-fluoro-2-nitrobenzene (7 g, 32 mmol) in dichloromethane (100 mL) was added isopropylamine (5 mL, 64 mmol). The mixture was allowed to stir at 0° C. for 3 h and room temperature overnight. It was diluted with water and extracted with CH2Cl2. The organic layer was washed with water and brine, dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to give a crude red solid. Trituration with MeOH afforded the title compound as an orange-red solid. MS (ESI, pos. ion) m/z: 260.7 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314131B2
Source datasetuspto-grants-2012_11
ORD IDord-99b9fbcff799424897ed548cf25fca3c
Source noteuspto-grants-2012_11